Technology Process of (3R,5E,8R)-8-tert-butyldiphenylsiloxy-1,1-dibromo-3,6-dimethyl-7-oxo-1,5-nonadiene
There total 13 articles about (3R,5E,8R)-8-tert-butyldiphenylsiloxy-1,1-dibromo-3,6-dimethyl-7-oxo-1,5-nonadiene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: LiAlH4 / diethyl ether / 4 h / Ambient temperature
2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 20 min, 2.) CH2Cl2, RT, 1.5 h
3: 1.) Ph3P / 1.) CH2Cl2, -14 deg C, 2.) CH2Cl2, 0 deg C, 1.5 h
4: OsO4, N-methylmorpholine N-oxide / acetone; H2O; 2-methyl-propan-2-ol
5: 1.) NaIO4, 2.) H2O / 1.) THF, 2.) THF, 1 h
6: 97 percent / CH2Cl2 / 48 h / Heating
With
sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; oxalyl dichloride; water; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine;
In
diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ja961641q
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 20 min, 2.) CH2Cl2, RT, 1.5 h
2: 1.) Ph3P / 1.) CH2Cl2, -14 deg C, 2.) CH2Cl2, 0 deg C, 1.5 h
3: OsO4, N-methylmorpholine N-oxide / acetone; H2O; 2-methyl-propan-2-ol
4: 1.) NaIO4, 2.) H2O / 1.) THF, 2.) THF, 1 h
5: 97 percent / CH2Cl2 / 48 h / Heating
With
sodium periodate; osmium(VIII) oxide; oxalyl dichloride; water; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine;
In
dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ja961641q
